CA2305928A1 - Process for preparation of elastomer modified polymer compositions with enhanced rubber phase volume fraction - Google Patents
Process for preparation of elastomer modified polymer compositions with enhanced rubber phase volume fraction Download PDFInfo
- Publication number
- CA2305928A1 CA2305928A1 CA002305928A CA2305928A CA2305928A1 CA 2305928 A1 CA2305928 A1 CA 2305928A1 CA 002305928 A CA002305928 A CA 002305928A CA 2305928 A CA2305928 A CA 2305928A CA 2305928 A1 CA2305928 A1 CA 2305928A1
- Authority
- CA
- Canada
- Prior art keywords
- carbon atoms
- alkyl
- amyl
- radical
- unsubstituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 53
- 239000000203 mixture Substances 0.000 title claims abstract description 48
- 238000000034 method Methods 0.000 title claims abstract description 36
- 239000000806 elastomer Substances 0.000 title claims abstract description 31
- 229920000642 polymer Polymers 0.000 title claims abstract description 26
- 239000005060 rubber Substances 0.000 title abstract description 22
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000178 monomer Substances 0.000 claims abstract description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 45
- 229920002857 polybutadiene Polymers 0.000 claims description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 238000006116 polymerization reaction Methods 0.000 claims description 16
- 239000005062 Polybutadiene Substances 0.000 claims description 15
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 150000001451 organic peroxides Chemical class 0.000 claims description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 8
- IMYCVFRTNVMHAD-UHFFFAOYSA-N 1,1-bis(2-methylbutan-2-ylperoxy)cyclohexane Chemical compound CCC(C)(C)OOC1(OOC(C)(C)CC)CCCCC1 IMYCVFRTNVMHAD-UHFFFAOYSA-N 0.000 claims description 4
- FSGAMPVWQZPGJF-UHFFFAOYSA-N 2-methylbutan-2-yl ethaneperoxoate Chemical compound CCC(C)(C)OOC(C)=O FSGAMPVWQZPGJF-UHFFFAOYSA-N 0.000 claims description 4
- LQOJTNNNRKFEPN-UHFFFAOYSA-N 2-methylbutan-2-yloxy 2-[2-(2-methylbutan-2-ylperoxycarbonyloxy)ethoxy]ethyl carbonate Chemical compound CCC(C)(C)OOC(=O)OCCOCCOC(=O)OOC(C)(C)CC LQOJTNNNRKFEPN-UHFFFAOYSA-N 0.000 claims description 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 229920005989 resin Polymers 0.000 claims description 3
- 239000011347 resin Substances 0.000 claims description 3
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
- 125000005194 alkoxycarbonyloxy group Chemical group 0.000 claims description 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 238000012662 bulk polymerization Methods 0.000 claims description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 229920001195 polyisoprene Polymers 0.000 claims description 2
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 2
- 150000003440 styrenes Chemical class 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 239000002245 particle Substances 0.000 abstract description 36
- 239000012934 organic peroxide initiator Substances 0.000 abstract description 3
- 239000003999 initiator Substances 0.000 description 25
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 20
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 19
- 150000002978 peroxides Chemical class 0.000 description 15
- ZKEUVTROUPQVTM-UHFFFAOYSA-N 1-pentylperoxypentane Chemical compound CCCCCOOCCCCC ZKEUVTROUPQVTM-UHFFFAOYSA-N 0.000 description 13
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical compound CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 229920005669 high impact polystyrene Polymers 0.000 description 7
- 239000004797 high-impact polystyrene Substances 0.000 description 7
- -1 t-butoxy Chemical group 0.000 description 7
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 description 5
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 5
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 5
- 230000000153 supplemental effect Effects 0.000 description 5
- 239000004793 Polystyrene Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- HSLFISVKRDQEBY-UHFFFAOYSA-N 1,1-bis(tert-butylperoxy)cyclohexane Chemical compound CC(C)(C)OOC1(OOC(C)(C)C)CCCCC1 HSLFISVKRDQEBY-UHFFFAOYSA-N 0.000 description 3
- 150000001993 dienes Chemical class 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000010189 synthetic method Methods 0.000 description 3
- IGUJXLDDXLUPEB-UHFFFAOYSA-N CCCCCOC(=O)OO Chemical compound CCCCCOC(=O)OO IGUJXLDDXLUPEB-UHFFFAOYSA-N 0.000 description 2
- 239000003708 ampul Substances 0.000 description 2
- 238000010504 bond cleavage reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000010414 supernatant solution Substances 0.000 description 2
- 229920003051 synthetic elastomer Polymers 0.000 description 2
- 239000005061 synthetic rubber Substances 0.000 description 2
- MMIGTGITVJQTKZ-UHFFFAOYSA-N (2,5-dimethyl-5-propan-2-yloxycarbonylperoxyhexan-2-yl)oxy propan-2-yl carbonate Chemical compound CC(C)OC(=O)OOC(C)(C)CCC(C)(C)OOC(=O)OC(C)C MMIGTGITVJQTKZ-UHFFFAOYSA-N 0.000 description 1
- NPZMPTRRBKWDBG-UHFFFAOYSA-N (2,5-dimethyl-5-propanoylperoxyhexan-2-yl) propaneperoxoate Chemical compound CCC(=O)OOC(C)(C)CCC(C)(C)OOC(=O)CC NPZMPTRRBKWDBG-UHFFFAOYSA-N 0.000 description 1
- QEQBMZQFDDDTPN-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy benzenecarboperoxoate Chemical compound CC(C)(C)OOOC(=O)C1=CC=CC=C1 QEQBMZQFDDDTPN-UHFFFAOYSA-N 0.000 description 1
- ZZMOILBEQWPWRW-UHFFFAOYSA-N (5-hexanoylperoxy-2,5-dimethylhexan-2-yl) hexaneperoxoate Chemical compound CCCCCC(=O)OOC(C)(C)CCC(C)(C)OOC(=O)CCCCC ZZMOILBEQWPWRW-UHFFFAOYSA-N 0.000 description 1
- VMJIDDGLSSJEFK-UHFFFAOYSA-N 1,1,5-trimethyl-3,3-bis(2-methylbutan-2-ylperoxy)cyclohexane Chemical compound CCC(C)(C)OOC1(OOC(C)(C)CC)CC(C)CC(C)(C)C1 VMJIDDGLSSJEFK-UHFFFAOYSA-N 0.000 description 1
- VBQCFYPTKHCPGI-UHFFFAOYSA-N 1,1-bis(2-methylpentan-2-ylperoxy)cyclohexane Chemical compound CCCC(C)(C)OOC1(OOC(C)(C)CCC)CCCCC1 VBQCFYPTKHCPGI-UHFFFAOYSA-N 0.000 description 1
- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
- IJOHRMCEDZASLA-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-yl benzenecarboperoxoate Chemical compound CC(C)(C)CC(C)(C)OOC(=O)C1=CC=CC=C1 IJOHRMCEDZASLA-UHFFFAOYSA-N 0.000 description 1
- MCKTVGUGBRRZKM-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-yl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)CC(C)(C)C MCKTVGUGBRRZKM-UHFFFAOYSA-N 0.000 description 1
- CRVIYIAMRPICTB-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-yl propaneperoxoate Chemical compound CCC(=O)OOC(C)(C)CC(C)(C)C CRVIYIAMRPICTB-UHFFFAOYSA-N 0.000 description 1
- RLEFEEPNIIMDGL-UHFFFAOYSA-N 2,4,4-trimethylpentan-2-yloxy 2-[2-(2,4,4-trimethylpentan-2-ylperoxycarbonyloxy)ethoxy]ethyl carbonate Chemical compound CC(C)(C)CC(C)(C)OOC(=O)OCCOCCOC(=O)OOC(C)(C)CC(C)(C)C RLEFEEPNIIMDGL-UHFFFAOYSA-N 0.000 description 1
- DVXZPQGWIYAGFI-UHFFFAOYSA-N 2-(2-tert-butylperoxycarbonyloxyethoxy)ethyl (2-methylpropan-2-yl)oxy carbonate Chemical compound CC(C)(C)OOC(=O)OCCOCCOC(=O)OOC(C)(C)C DVXZPQGWIYAGFI-UHFFFAOYSA-N 0.000 description 1
- YGFLYIFQVUCTCU-UHFFFAOYSA-N 2-ethylhexoxy 2-methylbutan-2-yl carbonate Chemical compound CCCCC(CC)COOC(=O)OC(C)(C)CC YGFLYIFQVUCTCU-UHFFFAOYSA-N 0.000 description 1
- XRXANEMIFVRKLN-UHFFFAOYSA-N 2-hydroperoxy-2-methylbutane Chemical compound CCC(C)(C)OO XRXANEMIFVRKLN-UHFFFAOYSA-N 0.000 description 1
- JJRDRFZYKKFYMO-UHFFFAOYSA-N 2-methyl-2-(2-methylbutan-2-ylperoxy)butane Chemical compound CCC(C)(C)OOC(C)(C)CC JJRDRFZYKKFYMO-UHFFFAOYSA-N 0.000 description 1
- IVOIHMSMNONJSR-UHFFFAOYSA-N 2-methyl-2-[2-(2-methylbutan-2-ylperoxy)butan-2-ylperoxy]butane Chemical compound CCC(C)(C)OOC(C)(CC)OOC(C)(C)CC IVOIHMSMNONJSR-UHFFFAOYSA-N 0.000 description 1
- IFXDUNDBQDXPQZ-UHFFFAOYSA-N 2-methylbutan-2-yl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)CC IFXDUNDBQDXPQZ-UHFFFAOYSA-N 0.000 description 1
- RFSCGDQQLKVJEJ-UHFFFAOYSA-N 2-methylbutan-2-yl benzenecarboperoxoate Chemical compound CCC(C)(C)OOC(=O)C1=CC=CC=C1 RFSCGDQQLKVJEJ-UHFFFAOYSA-N 0.000 description 1
- KSNFYVAQPONXBO-UHFFFAOYSA-N 2-methylbutan-2-yl propaneperoxoate Chemical compound CCC(=O)OOC(C)(C)CC KSNFYVAQPONXBO-UHFFFAOYSA-N 0.000 description 1
- NKHJXJWYBPKMEI-UHFFFAOYSA-N 2-methylpentan-2-yl ethaneperoxoate Chemical compound CCCC(C)(C)OOC(C)=O NKHJXJWYBPKMEI-UHFFFAOYSA-N 0.000 description 1
- PAISICYSAVRYGO-UHFFFAOYSA-N 2-methylpentan-2-yl propaneperoxoate Chemical compound CCCC(C)(C)OOC(=O)CC PAISICYSAVRYGO-UHFFFAOYSA-N 0.000 description 1
- SEUYKZXBGDKEOY-UHFFFAOYSA-N 2-methylpentan-2-yloxy 2-[2-(2-methylpentan-2-ylperoxycarbonyloxy)ethoxy]ethyl carbonate Chemical compound CCCC(C)(C)OOC(=O)OCCOCCOC(=O)OOC(C)(C)CCC SEUYKZXBGDKEOY-UHFFFAOYSA-N 0.000 description 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 1
- LTADAKNGOLLLLX-UHFFFAOYSA-N C(CC(=O)OOC(C)(C)CC(C)(C)C)(=O)OOC(C)(C)CC(C)(C)C Chemical compound C(CC(=O)OOC(C)(C)CC(C)(C)C)(=O)OOC(C)(C)CC(C)(C)C LTADAKNGOLLLLX-UHFFFAOYSA-N 0.000 description 1
- GDMXSPWFIBYELD-UHFFFAOYSA-N C(CCC(=O)OOC(C)(C)CC(C)(C)C)(=O)OOC(C)(C)CC(C)(C)C Chemical compound C(CCC(=O)OOC(C)(C)CC(C)(C)C)(=O)OOC(C)(C)CC(C)(C)C GDMXSPWFIBYELD-UHFFFAOYSA-N 0.000 description 1
- DOIVETFOBMEFIA-UHFFFAOYSA-N CCC(C)(C)OOC(=O)CC(=O)OOC(C)(C)CC Chemical compound CCC(C)(C)OOC(=O)CC(=O)OOC(C)(C)CC DOIVETFOBMEFIA-UHFFFAOYSA-N 0.000 description 1
- BXKPWULENNPCKS-UHFFFAOYSA-N CCC(C)(C)OOC(=O)CCC(=O)OOC(C)(C)CC Chemical compound CCC(C)(C)OOC(=O)CCC(=O)OOC(C)(C)CC BXKPWULENNPCKS-UHFFFAOYSA-N 0.000 description 1
- ZHAGZSTXJWWWQJ-UHFFFAOYSA-N CCC(C)(C)OOC(=O)CCCCC(=O)OOC(C)(C)CC Chemical compound CCC(C)(C)OOC(=O)CCCCC(=O)OOC(C)(C)CC ZHAGZSTXJWWWQJ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 101100136092 Drosophila melanogaster peng gene Proteins 0.000 description 1
- 239000005063 High cis polybutadiene Substances 0.000 description 1
- 229920001890 Novodur Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- JUIBLDFFVYKUAC-UHFFFAOYSA-N [5-(2-ethylhexanoylperoxy)-2,5-dimethylhexan-2-yl] 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)CCC(C)(C)OOC(=O)C(CC)CCCC JUIBLDFFVYKUAC-UHFFFAOYSA-N 0.000 description 1
- 125000005396 acrylic acid ester group Chemical group 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- JWZVQISNBRDXLE-UHFFFAOYSA-N bis(2,4,4-trimethylpentan-2-yl) hexanediperoxoate Chemical compound CC(C)(C)CC(C)(C)OOC(=O)CCCCC(=O)OOC(C)(C)CC(C)(C)C JWZVQISNBRDXLE-UHFFFAOYSA-N 0.000 description 1
- VKKXOHMYIBUGRT-UHFFFAOYSA-N butan-2-yl (5-butan-2-yloxycarbonylperoxy-2,5-dimethylhexan-2-yl)oxy carbonate Chemical compound CCC(C)OC(=O)OOC(C)(C)CCC(C)(C)OOC(=O)OC(C)CC VKKXOHMYIBUGRT-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- HARQWLDROVMFJE-UHFFFAOYSA-N ethyl 3,3-bis(tert-butylperoxy)butanoate Chemical compound CCOC(=O)CC(C)(OOC(C)(C)C)OOC(C)(C)C HARQWLDROVMFJE-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 238000011417 postcuring Methods 0.000 description 1
- 239000005297 pyrex Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/06—Polystyrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F12/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F12/02—Monomers containing only one unsaturated aliphatic radical
- C08F12/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F12/06—Hydrocarbons
- C08F12/08—Styrene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/02—Polymerisation in bulk
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/46—Polymerisation initiated by wave energy or particle radiation
- C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
- C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
- C08F291/02—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00 on to elastomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Polymerization Catalysts (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12940599P | 1999-04-15 | 1999-04-15 | |
| US60/129,405 | 1999-04-15 | ||
| US53861900A | 2000-03-29 | 2000-03-29 | |
| US09/538,619 | 2000-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2305928A1 true CA2305928A1 (en) | 2000-10-15 |
Family
ID=26827544
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002305928A Abandoned CA2305928A1 (en) | 1999-04-15 | 2000-04-13 | Process for preparation of elastomer modified polymer compositions with enhanced rubber phase volume fraction |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20030013815A1 (tr) |
| EP (1) | EP1044994A1 (tr) |
| JP (1) | JP2000319341A (tr) |
| KR (1) | KR20000071695A (tr) |
| CN (1) | CN1274732A (tr) |
| BG (1) | BG64827B1 (tr) |
| BR (1) | BR0001616A (tr) |
| CA (1) | CA2305928A1 (tr) |
| PL (1) | PL339693A1 (tr) |
| SK (1) | SK5442000A3 (tr) |
| TR (1) | TR200001014A3 (tr) |
| TW (1) | TW562815B (tr) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6617388B2 (en) | 2001-10-12 | 2003-09-09 | Atofina Chemicals, Inc. | Curing catalyst |
| BRPI0416908A (pt) * | 2003-11-26 | 2007-01-16 | Fina Technology | uso de iniciadores tetrafuncionais para aperfeiçoar o volume de fase de borracha de hips |
| EP1591755B1 (en) * | 2004-04-30 | 2010-04-28 | Harman/Becker Automotive Systems GmbH | Car multimedia system and method for activating a function of such a system |
| DE602004017914D1 (de) * | 2004-08-04 | 2009-01-02 | Pirelli & C Spa | Thermoplastisches elastomeres material und herstellungsverfahren dafür |
| CN101506300B (zh) * | 2006-09-12 | 2011-05-04 | 第一毛织株式会社 | 具有优异的冲击强度和流动性的透明abs树脂组合物 |
| KR100834423B1 (ko) * | 2006-11-10 | 2008-06-09 | 제일모직주식회사 | 조성이 균일하고 분자량 분포가 좁은 열가소성 수지 및 그열가소성 수지의 제조방법 |
| EP1975201A1 (en) * | 2007-03-30 | 2008-10-01 | Total Petrochemicals France | Monovinylaromatic polymer composition comprising a polymer made from renewable resources as a dispersed phase |
| GB2516425B (en) * | 2013-07-17 | 2015-12-30 | Gurulogic Microsystems Oy | Encoder and decoder, and method of operation |
| CN109988371B (zh) * | 2017-12-29 | 2021-09-17 | 奇美实业股份有限公司 | 树脂组合物、成型体、食品接触用具及食品接触容器 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4017559A (en) * | 1972-01-24 | 1977-04-12 | Monsanto Company | Polyblend containing two grafted rubber components |
| US4005241A (en) * | 1972-10-27 | 1977-01-25 | Monsanto Company | Metal plated polymeric article |
| US4861827A (en) * | 1987-12-24 | 1989-08-29 | Fina Technology, Inc. | Continuous process for the production of high impact polystyrene using non-acid forming initiators |
| US5475072A (en) * | 1994-02-09 | 1995-12-12 | Elf Atochem North America, Inc. | Unsaturated peroxide compositions, polymeric-peroxides derived therefrom and their uses |
| US5487072A (en) * | 1994-06-30 | 1996-01-23 | Bell Communications Research Inc. | Error monitoring algorithm for broadband signaling |
| US5760149A (en) * | 1996-08-23 | 1998-06-02 | Elf Atochem North America, Inc. | Poly(monoperoxycarbonates) |
| US6248807B1 (en) * | 1999-03-15 | 2001-06-19 | Fina Technology, Inc. | Method for the preparation of core-shell morphologies from polybutadiene-polystyrene graft copolymers |
| US6177512B1 (en) * | 1999-08-02 | 2001-01-23 | Chevron Chemical Company Llc | High impact polystyrene containing polyphenylene oxide |
-
2000
- 2000-04-13 CA CA002305928A patent/CA2305928A1/en not_active Abandoned
- 2000-04-14 CN CN00106823A patent/CN1274732A/zh active Pending
- 2000-04-14 KR KR1020000019552A patent/KR20000071695A/ko not_active Application Discontinuation
- 2000-04-14 BG BG104341A patent/BG64827B1/bg unknown
- 2000-04-14 SK SK544-2000A patent/SK5442000A3/sk unknown
- 2000-04-14 EP EP00107944A patent/EP1044994A1/en not_active Withdrawn
- 2000-04-14 TR TR2000/01014A patent/TR200001014A3/tr unknown
- 2000-04-14 PL PL00339693A patent/PL339693A1/xx not_active Application Discontinuation
- 2000-04-14 BR BR0001616-0A patent/BR0001616A/pt not_active Application Discontinuation
- 2000-04-15 TW TW089107078A patent/TW562815B/zh active
- 2000-04-17 JP JP2000114845A patent/JP2000319341A/ja not_active Withdrawn
-
2002
- 2002-08-05 US US10/212,915 patent/US20030013815A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| BG64827B1 (bg) | 2006-05-31 |
| PL339693A1 (en) | 2000-10-23 |
| EP1044994A1 (en) | 2000-10-18 |
| BG104341A (en) | 2001-09-28 |
| TR200001014A2 (tr) | 2000-11-21 |
| SK5442000A3 (en) | 2002-03-05 |
| TW562815B (en) | 2003-11-21 |
| KR20000071695A (ko) | 2000-11-25 |
| CN1274732A (zh) | 2000-11-29 |
| US20030013815A1 (en) | 2003-01-16 |
| JP2000319341A (ja) | 2000-11-21 |
| TR200001014A3 (tr) | 2000-11-21 |
| BR0001616A (pt) | 2000-11-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |